Switching the chemoselectivity of perakine reductase for selective reduction of α,β-unsaturated ketones by Arg127 mutation

Zehao Zhang; Yun Zhou; Hong Zhao; Yihang Wu; Lianli Sun

doi:10.1039/D3CC00850A

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Switching the chemoselectivity of perakine reductase for selective reduction of α,β-unsaturated ketones by Arg127 mutation†

Zehao Zhang,

‡^ab Yun Zhou,‡^b Hong Zhao,

^b Yihang Wu*^a and Lianli Sun

*^bc

Author affiliations

* Corresponding authors

^a Department of Pharmacy, Zhejiang Provincial Key Laboratory of Biometrology and Inspection & Quarantine, College of Life Sciences, China Jiliang University, Hangzhou 310018, China
E-mail: yihangwu@cjlu.edu.cn

^b Institute of Drug Metabolism and Pharmaceutical Analysis, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China
E-mail: sunlianli@zju.edu.cn

^c Jinhua Institute of Zhejiang University, Jinhua 321299, China

Abstract

The chemoselectivity of perakine reductase (PR) was engineered through rational design. We identified Arg127 as a control site of chemoselectivity. Mutation of Arg127 switched the chemoselectivity of PR between C [double bond, length as m-dash] O and CC or led to non-selectivity towards α,β-unsaturated ketones, leading to the production of allylic alcohols, saturated ketones, or a mixture of both. This study provides an example for developing novel reductases for α,β-unsaturated ketones.

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Article information

DOI: https://doi.org/10.1039/D3CC00850A
Article type: Communication
Submitted: 22 Feb 2023
Accepted: 23 May 2023
First published: 23 May 2023

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Chem. Commun., 2023,59, 7415-7418

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Switching the chemoselectivity of perakine reductase for selective reduction of α,β-unsaturated ketones by Arg127 mutation

Z. Zhang, Y. Zhou, H. Zhao, Y. Wu and L. Sun, Chem. Commun., 2023, 59, 7415 DOI: 10.1039/D3CC00850A

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Chemical Communications

Switching the chemoselectivity of perakine reductase for selective reduction of α,β-unsaturated ketones by Arg127 mutation†

Abstract

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Switching the chemoselectivity of perakine reductase for selective reduction of α,β-unsaturated ketones by Arg127 mutation

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